[C:1]([O:4][CH2:5]/[C:6](/[CH2:16][CH2:17]/[CH:18]=[C:19](\[CH3:26])/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])=[CH:7]/[CH2:8][CH2:9]/[C:10](/[CH3:15])=[CH:11]/[C:12]([OH:14])=O)(=[O:3])[CH3:2].C(Cl)(=O)C(Cl)=O.[CH2:33]([NH:35][CH2:36][CH3:37])[CH3:34]>>[CH2:33]([N:35]([CH2:36][CH3:37])[C:12](=[O:14])/[CH:11]=[C:10](\[CH3:15])/[CH2:9][CH2:8]/[CH:7]=[C:6](/[CH2:5][O:4][C:1](=[O:3])[CH3:2])\[CH2:16][CH2:17]/[CH:18]=[C:19](\[CH3:26])/[CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])[CH3:34]Following the same manner as in Example 12, 1.0 g of (E,Z,E) and (E,E,E)-7-acetoxymethyl-3,11,15-trimethyl-2,6,10,14-hexadecatetraenoic acid was converted to the corresponding acid chloride with 1.5 ml of oxalyl chloride and the reaction with 1.0 ml of diethylamine afforded 820 mg of the end product.
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